Cryptic crossword clue
Runner runs over line, wailing 5

The most common and most likely answer to this crossword clue is the 5 letter word SKIRL

I've seen this crossword clue in The Guardian
S
K
I
R
L

Buddy explains!

The straight part
We know that "wailing" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case wailing = skirl.
The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.
This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.

What does SKIRL mean?

SKIRL noun
  1. A shrill sound, as of bagpipes.
SKIRL verb
  1. To make a shrill sound, as of bagpipes.

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